Begging for a Pegging

Hey everyone - I think this might be one of my crueler stories thus far. It's a cuckold/femdom/humiliation story overall, but it divides up into (in order of appearance) a foot fetish/ass worship/pegging story. Everyone is over 18 and, as always, this is all just fantasy, not real life at all...but let's hope it's filthy fucking hot fantasy.

***

Naomi looked gorgeous. Even from a distance, Vito could see that. She looked fucking amazing. She'd gone for an old-school look -- a tight, white shirt and a very short skirt set with big black buttons, all of it coupled with a pair of knee-high boots out of the 2000s -- and it all somehow worked. She looked up from the table when she saw Vito and Sarah, then smiled, and that completed everything.

High cheekbones, a teasing set of eyebrows, all of it framed by tumbling hair a gorgeous shade of dark-red -- Vito's stomach turned over.

He felt that smile deep in his gut. And sure, he knew it wasn't really Zach's choice to be a cuckold, but even so Vito had to wonder if the guy *really* signed onto this whole thing. With a wife as fucking hot as Naomi, you had to wonder.

Vito almost felt bad about the whole thing.

Almost.

He then had to try to make sure the raging boner in his pants wasn't turning any heads, especially not Naomi's.

There'd be plenty of time for that later.

"Hey girl," Naomi said, and stood as Sarah approached and hugged her; she hugged Vito too, but he shifted his body, hoped she couldn't feel how hard he was.

At least not yet.

"Thanks so much for coming out," Naomi said, and Vito saw she'd already ordered a drink.

On the Dos Rios patio, on a Saturday night, no less. In triple digit heat in the depths of July. You didn't do that unless you were trying to get at least a little tipsy.

"Thanks so much for having us," Sarah said, and smiled, then helped herself to a glass of water from the pitcher on the table. All around them strings of lights glowed and a mariachi band played in one corner; Vito smelled cigarette smoke and tequila and was glad to be out on Saturday night with both Sarah and Naomi.

And not, apparently, Zach. And Vito felt -- as he and Sarah took a seat in the wrought-iron chairs across the table from Naomi -- that he should probably feel worse about this whole thing, but he couldn't.

Naomi had literally *asked* him to help out, Sarah had told him. And it wasn't like Vito and Sarah were strangers to swinging.

Oh no.

It was just that the dynamics weren't usually quite this one-sided.

And again, Vito wanted to see that as a thing to pause over. But instead it was just hot as all fuck.

Sarah smiled, nodded to the empty chair next to Naomi. "No Zach?"

Naomi looked down, bit her lower lip, and raised her margarita to her mouth. "No I...I told him I kind of wanted this first meeting with you two to just be between us."

She paused, looked down, and the waitress appeared to take their order in the interim. Vito and Sarah both got margaritas, the famous Dos Rios kind. The same kind Naomi had in front of her.

"Sure," Vito prompted, once the waitress had left.

Naomi looked nervous, took a sip of her drink, and looked away, out over the busy patio into the hot desert night beyond.

"I don't know if that's just me being mean," Naomi said, and looked back at the depths of her drink now, but she couldn't hide the beginnings of a smile on her lips. "But it was what I wanted. And part of me is realizing that I maybe need to do...what I want."

"Sure," Sarah said. "We're down for it too."

Vito nodded. "What did you say was Zach's...condition, exactly?"

Naomi sipped her drink again, held Vito's eyes for just a moment too long.

Well, at least a moment too long if they were going to be doing anything other than fucking tonight.

"We aren't sure why he can't get it up, exactly," Naomi said. "The doctors have ruled out all the major stuff -- high blood pressure, diabetes, stuff like that. We've also tried medication, but that hasn't been super helpful either. The doctor told me they think it might be a newer thing they're seeing a lot that's brought on by too much porn and masturbation."

Vito blinked, nodded. Sarah had more or less told him this. But it was still a trip to hear that -- more or less -- Zach had jacked off too often to too much porn, and so now couldn't get hard for anything.

"And so they're really thinking this might be a serious thing?" Sarah asked.

Naomi snickered, then tried to keep it together as the server brought Vito and Sarah's drinks.

"Oh I'm here to tell you this is a serious thing," Naomi said, eyes down as a hot, dry wind kicked up out of the desert next to the restaurant. "It's...it's been a bit of a problem. And we really did try to work through all the regular stuff people tell you to do first."

She took a sip of the drink in front of her, long lashes against her high cheekbones.

"Like I know Zach still has a tongue, and fingers, and we bought a strap-on for him to wear and stuff but..." she paused, then laughed to herself. "Sorry guys. This is my second drink. But it's just been frustrating. And it's been frustrating to realize this was literally all because of porn and jacking off too much. Like."

Sarah reached across the table, put a hand on Naomi's.

"I get it," Sarah said. "I know it's been super frustrating for you, and we've been talking about that for a while now."

Naomi nodded, and cut eyes at Vito. Vito smiled back.

"Yeah," Naomi said. "I'm sorry, guys, I just didn't know who else to talk to. And part of me *does* feel bad about this. But Zach and I have always had a sort of dominant-submissive relationship. Like, it's been that way for a while. And so I don't think it was the weirdest thing in the world for him when I mentioned it."

She paused, and Vito could tell she had to try to hide her smile.

"Like the whole cuckold thing -- I don't think it seemed totally out of the blue to bring that up," she said.

"Well and," Sarah said, took a long sip of her drink, then set it down.

She smiled.

"What?" Naomi asked.

Sarah laughed again.

"I'm just saying it...it seems a little ironic," she said. "If you think about the way you said Zach used to be. Like he really didn't think about your needs much at all."

Naomi took a long swallow from her drink. She sighed.

"No," she said. "You're right. He didn't."

She paused, looked away, and giggled again.

Vito already liked this giggle of hers.

"I mean, he just used to not really give a fuck about me in bed," she said. "And yeah, it sounds bad to say, but it's how it felt. And so now the doctor said that one of the only ways he might be able to finish -- like, orgasm -- was through anal penetration. And so he kind of -- theoretically -- has to ask me for that. Like with a strap-on."

Sarah smiled. "Feeling like the tables have turned?"

Naomi sighed. "I shouldn't, but I do. Again, we already kind of had that dominant-submissive thing going on in our relationship. So this wasn't the weirdest direction to take this, me cuckolding him. I just..."

She paused, looked down at the table, then up at Vito.

"God, I just need a good fucking."

Vito shifted his weight but he didn't think there was any hiding his hard-on anymore. Something about stealing Naomi from her husband -- that's how this felt -- was insanely, incredibly, through-the-roof hot.

"I mean, you're not leaving him out completely," Sarah said, tossing a handful of jet-black hair over one shoulder, revealing a single hoop earring as she did. "I'll be taking care of him while you finally get what you need."

Here she squeezed Vito's arm.

"True," Naomi said. "I did tell him that."

"Although he better be real good with his tongue, if his dick isn't working," Sarah said.

"I told him that too," Naomi said. "He knows."

Sarah smiled.

"Congratulations on your new job, by the way," Naomi said, clinking her glass to Sarah's in a celebratory toast. "I told Zach he needs to be polite and congratulate you on that too."

"Oh God, Naomi, you're mean," Sarah said and laughed. "He already did. It's fine. I know how bad he wanted that promotion and having to watch me -- someone three years younger -- get it is just..."

She shook her head. "*I* didn't think it was totally fair, but that's how it all worked out."

"You're technically his boss now?" Vito asked. He hadn't thought about this dynamic yet.

"I...sort of," Sarah said, and shrugged. "It's complicated, but yeah, technically I guess I am."

"See?" Naomi asked. "All the more reason he should be respectful to you."

Sarah smiled, shook her head. "I'll have to get back in top mode. Vito and I don't really have that dynamic but I've dommed people when swinging before. It's always fun, something I want to explore a bit more."

"Well you have my permission to use my husband for that," Naomi said, and again looked at Vito, shot him a come-fuck-me-stare that just about stopped his heart. "If I have permission to use yours for my needs."

"Sounds like a deal," Sarah said, and laughed.

***

They got back earlier than Zach had expected. He'd tried reading, tried TV, tried just about everything to stay busy while Naomi met up with Vito and Sarah. He'd even tried -- hard -- to masturbate, thinking about Naomi (beautiful fucking Naomi) sitting across the table from Vito and Sarah, filling them in on his newfound impotence. It hadn't worked, just like it hadn't worked for the past month-and-a-half. He'd given up in frustration.

In the end he'd settled on something Naomi had suggested -- doing laundry -- because it needed to get done, and anyway, it would keep him busy.

Now he was on the big L-shaped couch in the living room though, phone in hand, trawling social media without much thought.

Sarah made her way through the front door first. She must've come right from work because she still had on the same blouse, slacks and heels she'd worn to the office that day. For her new position as a manager over him.

He didn't have long to contemplate this though because Naomi and Vito were through the door next, and Vito had his arm around her. His right hand cupped one of Naomi's perfect, toned ass cheeks.

Zach's mouth went dry seeing it. He wanted to burst into flames. The jealousy caught fire in his gut and the now-ever-present ache in his balls intensified.

He'd be so hard right now if he had the ability to get hard, but of course he didn't.

"Hey Zach," Sarah said, and flashed him a big smile. "Good to see you again."

Zach swallowed hard and watched as Vito and Naomi headed for the dining room table, Vito's hand still kneading Naomi's butt.

"Hey," Zach gave in weak response to Sarah.

"Mind if I sit down?" Sarah asked, and Zach moved so she could take a seat on the couch next to him.

"Did you want wine, Sarah?" Naomi asked, as she made her way into the kitchen, produced a few glasses and a bottle.

"Sure," Sarah said.

She sighed and turned to Zach, the smile still on her face. "So how's tonight going?"

"I...it..." Zach said as Naomi poured two glasses of wine and handed one to Vito, then made her way to the couch and gave the other to Sarah.

He tried again as Sarah sipped the wine. "It's been all right."

Sarah laughed and gave one of her signature hair tosses, then crossed her legs at the knee, her slacks pulled tight across her thighs. Sarah wasn't overweight, but she was definitely bigger than Naomi. She wore the weight well, all curves and contours compared to Naomi's lithe runner physique.

"Good," Sarah said. "Your wife and my husband and I had a good few drinks at Dos Rios. Sorry you couldn't make it."

She settled herself on the couch, rolled one of her ankles in its black leather pump.

"You know what though," she said. "Going out right after work like that -- my feet are killing me."

She kicked them up into Zach's lap. He could smell the faint aroma of foot sweat and her nylons and the leather of her shoes. If she went right after work she'd had them on for 10 or 12 hours by now. On a day well over 100 degrees in the desert.

"Why don't you give them a rub," she said, and raised one foot toward his face.

"Oh shit," Vito said, and laughed behind them.

"Vito always makes me wash my feet after work," Sarah said, and smiled. "They get a bit...fragrant. Especially in nylons. Nylons always make your feet sweat and never really let them dry out, you know?"

Zach blinked. He did *not* want to rub Sarah's feet. Especially with his wife practically balls deep with Vito in the background.

"What are you waiting for, Zach?" Naomi called from the dining room. "I told you that you belong to Sarah tonight."

"Sorry," he said, although he wasn't sure who he was apologizing to.

"No, no," Sarah said, as Zach slipped one damp shoe off her foot. "I'm sorry to you, Naomi, for the smell..."

"Oh I think Vito and I will be moving to the bedroom before long," she said, and giggled.

Zach blinked against the reek of Sarah's plump feet as she laid them in his lap against his limp penis. They were still damp. She wiggled her toes, lifted one foot and rolled her ankle maybe a few inches from his nose. Zach swallowed hard.

"God," she said. "So good to get those off. You'll never know how that feels, after more than eight hours in heels."

She sighed.

"Let's go," she said. "Start rubbing."

Zach did, put his hands on her warm, moist, nylon-clad soles. It wasn't enough for her to beat him out for the job he wanted and for her husband to steal his wife. She had to make him rub her smelly feet while she did it.

Behind her, Zach could see Vito and Naomi take a seat at the dining room table. Vito sipped the wine, but as Zach watched, Noami pulled a lollipop from her purse. She ran her tongue around it before she slipped it into her mouth, closed her dark red lips over it. In that t-shirt and that skirt -- plus those boots -- she looked for all the world like the hottest schoolgirl cosplayer Zach had ever seen.

Vito must have thought so too.

***

"Excuse me miss," Vito said, and pulled his chair closer to Naomi's where she sat, sucking that lollipop in a way that could've given a statue a boner. "You're out a bit late, don't you think?"

She fixed him with a teasing, big-eyed stare and puckered her lips as she took the lollipop from her mouth. "Am I? Maybe so."

Vito could feel Zach's eyes on him now, and good God this was the hottest thing he'd ever done in his life. He didn't feel bad about it anymore. Maybe later, but not now. He could smell Naomi's arousal from here, and knowing she wanted him -- Vito -- instead of her husband sitting 15 feet away only made Vito harder. Fuck it, knowing that Zach couldn't get hard even if he wanted to -- knowing Naomi had had to go without a good hard fuck for so long -- made this even better. Naomi had made her choice, and she hadn't chosen her husband.

"You never know what might happen to a gorgeous young woman like yourself out alone this late in this part of town," Vito said, and leaned closer.

Naomi made a loud sucking sound as she took the lollipop from her mouth again, tossed it in the trash nearby.

"I'm a bit of a naughty girl," she said, with that big-eyed stare again. "Sometimes I think I might need to be punished."

Vito leaned closer, close enough to smell her shampoo and the perfume she'd slipped on just below that strong, beautiful jawline before she'd gone out. Naomi didn't pull away.

He reached out, took her chin in one hand and then he kissed her.

It wasn't a quick kiss either. It was a long, deep kiss, enough to where he could taste the margarita still on her tongue.

Naomi leaned in closer to him, kissed him back, put her hands on his chest in a way that Vito already loved. She ran her hands further down his stomach to his pants, then brushed across his hard-on. She smiled against his lips, then giggled.

"That's what I've been missing," she whispered.

She kept kissing him, making small noises of appreciation, before she sat back, took a break.

"Mmmm," she said. "I don't know if I'll ever learn my lesson."

"Maybe you do need to be punished," Vito said. "Maybe your husband should punish you."

"Mmmm," Naomi said again, without looking at Zach. "My husband isn't...up for the job, I don't think."

She paused, a cruel smile on her lips. Then nodded, made it look like she was coming to terms with something difficult.

"I think...I think I need a spanking, sir. I think I need a long, hard, bare-ass spanking to teach me a lesson."

Vito laughed then, without much thought, scooped her up in his arms; she was light enough. She gave a playful yelp.

"That can be arranged," he said, and he turned toward the hallway leading to the bedroom.

She kissed him, then cast a glance over at her husband and Sarah on the couch. Or, Sarah was still on the couch. Zach had stood, Vito could see.

"You stay put," she said to him, and he sat back down without saying anything.

Like a dog being told what to do, Vito thought.

"I want some privacy for the first time," she said, and turned back to Vito. "Plus, this spanking might be awfully embarrassing."

***

Zach heard them close the bedroom door and then Sarah snapped at him, brought him back to reality.

"All right cuckold," she said, and giggled. "We're going to have some fun out here while they have some fun in there. But first, get those clothes off. Let's see what I'm working with."

Zach looked at her and swallowed. "Wh...what?"

He could still hear Naomi telling Vito her husband wasn't up for the job. He didn't think he'd ever be able to *unhear* that.

"You heard me," Sarah said. "Clothes. Off. Now. I can't believe this penis of yours is *that* limp. I want to see it for myself."

Zach didn't move. "Sarah, I..."

Behind them, in the bedroom, Naomi gave a surprised squeal.

Sarah raised her eyebrows. "You know, Zach, two things here. The first is that if your wife finds out you were a bad submissive to me, I don't think she'll be very happy with you at all. And I'm pretty sure you don't want that to happen."

Zach swallowed. He did not want that to happen.

"But the other thing is that Naomi gave us a lot of detail about your...condition," Sarah said, and smiled. "And she mentioned one of the only ways you might be able to have an orgasm these days is with a good, hard pegging in the ass. And I could be persuaded to give you just such a fucking. But you have to do what I want first. So. Clothes off."

Zach swallowed and wondered if Naomi's clothes were already on the bedroom floor. Odd to be naked at the same time as her in two separate rooms.

He sighed and slipped out of his shirt, then, hesitantly, his pants. He waited a moment to see if that was good enough for Sarah, but she just leaned back on the couch, arms crossed over her ample chest, and shook her head. Zach closed his eyes then slipped out of his underwear too.

Sarah beckoned him closer. Zach moved closer, let the woman who had just technically become his boss see his miniscule, limp penis.

"Mmmm," she said, and raised her eyebrows, amused. "And it really won't get hard at all?"

"You heard Naomi," Zach said, his face flushing red. "I...I can't...I can't get hard at all."

Sarah gave a teasing smile, cupped his balls, bounced them in one hand. Then she put a hand around his limp penis. Zach hated the fact that it felt good, hated that he wanted his body to respond.

It didn't matter, though, because his body *didn't* respond. Just as it had refused to respond for the last month-and-a-half.

"Hmmmm," Sarah said, pretended to think about it.

Zach heard a smack from the bedroom, and he was pretty sure Vito was making good on the threat of spanking Naomi. Zach had *always* wanted to give Naomi a spanking, one of the over-the-knee types. She'd always told him she wasn't into it.